Downtown Orlando, Orlando, FL Real Estate Search

Downtown Orlando, Orlando, FL Homes with a Pool for Sale

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Newest Downtown Orlando, Orlando, FL Homes with a Pool for Sale

6 Beds ⋅ 5 Baths ⋅ Wilmott J W Rev SubDv. ⋅ 32801 Zip Code

Completed in 2024, this exceptional custom residence by M. Lahr Homes, thoughtfully designed by Willow Tree Partners, blends timeless architecture with modern luxury across 4,105 square feet of beautifully curated living space. Offering six bedrooms, five baths and a tandem three-car garage, every detail has been meticulously crafted for elevated everyday living and effortless entertaining. Perfectly positioned just minutes from Downtown Orlando, you'll enjoy easy access to Michelin-recommended restaurants, charming local boutiques, neighborhood coffee shops, vibrant parks, cultural venues and year-round events, bringing the very best of city living to your doorstep while offering the privacy and comfort of a custom luxury home. Inside, the open-concept floor plan showcases soaring ceilings, custom millwork, designer lighting, solid-core 8-foot doors and expansive PGT impact-rated windows that flood the home with natural light. At the heart of the home is a chef's kitchen featuring premium Thermador appliances, a stunning crystallized quartzite waterfall island, custom cabinetry, a walk-in pantry and an adjoining beverage center. The primary suite is a true spa-inspired retreat with luxurious finishes, custom cabinetry and a beautifully appointed bath. Throughout the home, curated stone surfaces, porcelain tile, custom built-ins and exceptional craftsmanship create a refined yet welcoming atmosphere. Outdoor living rivals a private resort with a heated saltwater pool and spa, a fully equipped summer kitchen, a covered lanai, custom landscaping and architectural cypress ceilings designed for year-round enjoyment. Modern convenience is seamlessly integrated with whole-home audio, professional-grade Wi-Fi, security and surveillance systems, hardwired motorized shades and extensive pre-wiring for future expansion. Built with quality and efficiency in mind, the home also features spray foam insulation, dual Carrier HVAC systems, natural gas service, a tankless water heater and premium construction finishes throughout. This is a rare opportunity to own a truly turnkey custom luxury residence where exceptional design, craftsmanship, technology and an unbeatable Downtown Orlando lifestyle come together. An extensive list of luxury features and upgrades is available in the attached supplemental documents.

809 E Church Street, Orlando

7 Beds ⋅ 8 Baths ⋅ Alisa SubDv. ⋅ 32801 Zip Code

One of Orlando’s signature homes in the Cherokee Historic District, this extraordinary estate exudes elegance and timeless grandeur, offering a resort-style pool, private guest house and expansive grounds in one of downtown’s most coveted neighborhoods. Set on an oversized lot (.56 acres), this stately three-story, 18-room residence offers an impressive blend of scale, craftsmanship and thoughtful updates. A dramatic oval, handcrafted three-story staircase creates a striking first impression in the grand black-and-white marble foyer, flanked by formal living and family rooms designed for both elegant entertaining and comfortable living. The living room extends into a light-filled sunroom, ideal as a private office or studio, while the family room opens to a screened porch with slate flooring, seamlessly connecting indoor and outdoor spaces. The chef’s kitchen is both functional and refined, featuring an oversized island, Wolf convection gas range, Sub-Zero refrigeration with additional drawer units, custom cabinetry, and purified drinking water. Overlooking the beautifully refinished pool and outdoor entertaining areas, the kitchen flows effortlessly into a well-appointed summer kitchen, perfect for hosting. Interior details reflect exceptional character and craftsmanship, including wood flooring throughout most of the home, decorative ceiling elements, picture rails, brass antique light switches, and a wood-burning fireplace. The spacious primary suite features soaring ceilings and a large bath with an oversized shower and distinctive metal sinks. A secondary staircase and basement level-with updated laundry, dual washers, drying area, and laundry chute-add both charm and functionality. Extensive recent improvements totalling over $200,000 enhance both beauty and peace of mind, including a new slate roof (2024), copper gutters and soffits, updated flat roofs, new insulation, upgraded electrical and multiple HVAC systems, along with a tankless water heater for the main house and separate for the guest house. The outdoor setting is equally impressive, with mature landscaping, a motor court, two-car garage, and a private one-bedroom guest house complete with full kitchen and bath. Additional features include Tesla charging capability and a prepaid termite bond. Ideally located just minutes from downtown Orlando, within walking distance Restaurants, Farmers market, Arts festivals, Dr. Phillips Center for the Performing Arts and less than a mile from Orlando Health ORMC, the home offers both convenience and prestige. Originally built for Dr. and Mrs. John S. McEwan, among early Orlando’s most prominent families and featured on the cover of Orlando Magazine in 1923, this residence is a rare legacy property, thoughtfully maintained and updated to meet the standards of today’s most discerning buyer while preserving its rich architectural heritage. Furnishings may convey with acceptable contract. Home has been pre-inspected.

705 Delaney Avenue, Orlando

4 Beds ⋅ 5 Baths ⋅ Lawsona Park SubDv. ⋅ 32801 Zip Code

Virtually Staged. Meticulously renovated over two years, this residence reflects more than $875,600 in improvements and was independently appraised above the current asking price on July 2, 2026. Located in the coveted Lake Lawsona Historic District in the heart of downtown Orlando, this extraordinary 1920s estate sits on an oversized double lot with dual street access and features a completely reimagined saltwater pool, among the largest in the area, along with a private studio apartment (ADU) with its own entrance, full kitchen, and bath. Just blocks from acclaimed dining, boutique shops, parks, cultural venues, and entertainment, this distinguished historic residence is surrounded by majestic live oaks and offers a rare combination of privacy, outdoor living, and urban convenience. Inspired by the timeless architectural principles of Andrea Palladio, the home harmoniously blends historic character with modern luxury and exceptional craftsmanship. The property offers a 3-bedroom, 3.5-bath main residence with a private office, spacious laundry room, and an independent ADU ideal for guests, multigenerational living, a home office, or income-producing potential. Nearly every major system has been upgraded or replaced, including the 50-year concrete tile roof (2019), Pella windows, complete plumbing and drain systems, gas tankless water heater, electrical system and panel, dual HVAC systems, ductwork, and insulation (2024–2025). The rebuilt carport includes a new engineered foundation designed to support the expanded primary suite above, featuring its spa-like bath and custom walk-in closet. The expansive double lot provides exceptional privacy and future possibilities, while the completely reimagined saltwater pool retreat is surrounded by elegant white travertine decking and complemented by a covered lanai with motorized screens, creating a private resort-style experience rarely found in an urban setting. The thoughtfully designed interior features soaring ceilings, elegant living spaces, a formal dining room, and a chef’s kitchen with custom cabinetry, oversized island, premium Dacor double ovens, and gas cooktop. The primary suite includes a spa-inspired bath with a freestanding bathtub and expansive custom walk-in closet, while additional bedrooms offer comfort and privacy. Minutes from Lake Eola, Thornton Park, the Dr. Phillips Center for the Performing Arts, Winter Park, Park Avenue, Michelin-recognized dining, Orlando Health, and AdventHealth, this extraordinary residence offers a rare opportunity to own a fully reimagined historic estate in the center of Orlando’s most desirable urban lifestyle.

1408 E Church Street, Orlando

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